N-tetradecanoylglycine

Three steps

• CHEBI:30249Reach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of glycine and tryptophan (cytosol to extracellular)
  3. L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)

  Catalysed by GLYATL2, SLC7A5, IDO1, TDO2 and 1 moreextracellular space, cytosol

• oxalateReach from here →
  1. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. N-tetradecanoyl-(2S)-hydroxyglycine = tetradecamide + glyoxylate
  3. glyoxylate + O2 + H2O = oxalate + H2O2 + H(+)

  Catalysed by PAM, HAO1

• formic acidReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of chloride and glycine (cytosol to extracellular)
  3. transport of chloride and formate (cytosol to extracellular)

  Catalysed by GLYATL2, SLC6A9, SLC6A14, SLC26A4extracellular space, cytosolOne of 2 routes

• malonic acidReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of chloride and glycine (cytosol to extracellular)
  3. Malonate Transport, Antiport with Chloride

  Catalysed by GLYATL2, SLC6A9, SLC6A14extracellular space, cytosolOne of 2 routes

• (9Z)-octadecenoateReach from here →
  1. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. N-(9Z-octadecenoyl)glycine + 2 L-ascorbate + O2 = N-(9Z-octadecenoyl)-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. (9Z)-octadecenoate + glycine = N-(9Z-octadecenoyl)glycine + H2O

  Catalysed by PAM, FAAH, PM20D1

• an alcoholReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. a hydroperoxide + 2 glutathione = an alcohol + glutathione disulfide + H2O

  Catalysed by GLYATL2, GSS, CP, PRDX6

• glutarateReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. glycocholate(out) + glutarate(in) = glycocholate(in) + glutarate(out)

  Catalysed by GLYATL2, BAAT, SLC22A24peroxisome, inner side of the membrane, outer side of the membraneOne of 2 routes

• an N-acylsphinganineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. acyl-CoA pool formation and breakdown
  3. sphingosine N-acyltransferase (sphinganine)

  Catalysed by GLYATL2, CERS1, CERS6, CERS3 and 3 morecytosol

• (5Z,8Z,11Z,14Z)-eicosatetraenoateReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of arachidonate and GSH (cytosol to extracellular)

  Catalysed by GLYATL2, GSScytosol, extracellular spaceOne of 3 routes

• L-lysineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. L-Arginine:glycine amidinotransferase
  3. L-ornithine(out) + L-lysine(in) = L-ornithine(in) + L-lysine(out)

  Catalysed by GLYATL2, GATM, SLC25A2, SLC25A15cytosol, inner side of the membrane, outer side of the membraneOne of 7 routes

• D-lysineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. L-Arginine:glycine amidinotransferase
  3. D-lysine(in) + L-ornithine(out) = D-lysine(out) + L-ornithine(in)

  Catalysed by GLYATL2, GATM, SLC25A2cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• putrescineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. L-Arginine:glycine amidinotransferase
  3. L-ornithine carboxy-lyase (putrescine-forming)

  Catalysed by GLYATL2, GATM, ODC1cytosolOne of 4 routes

• D-arginineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. L-Arginine:glycine amidinotransferase
  3. D-arginine(in) + L-ornithine(out) = D-arginine(out) + L-ornithine(in)

  Catalysed by GLYATL2, GATM, SLC25A2cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• 4-methylthio-2-oxobutanoic acidReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of glycine and methionine (cytosol to extracellular)
  3. L-Methionine:oxygen oxidoreductase (deaminating)

  Catalysed by GLYATL2, SLC7A5, IL4I1extracellular space, cytosol

• di-mu-sulfido-diiron(2+)Reach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of cysteine and glycine (cytosol to extracellular)
  3. De novo synthesis of 2Fe2S

  Catalysed by GLYATL2, SLC3A2, SLC7A5, SLC7A8 and 7 moreextracellular space, cytosol, mitochondrial matrix

• serotoninReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and serotonin (cytosol to extracellular)

  Catalysed by GLYATL2, GSS, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 2 routes

• (S)-3-methyl-2-oxopentanoateReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of glycine and isoleucine (cytosol to extracellular)
  3. L-isoleucine + 2-oxoglutarate = (S)-3-methyl-2-oxopentanoate + L-glutamate

  Catalysed by GLYATL2, SLC7A5, BCAT2, BCAT1extracellular space, cytosol

• D-cysteineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of alanine and glycine (cytosol to extracellular)
  3. D-cysteine(out) + L-alanine(in) = D-cysteine(in) + L-alanine(out)

  Catalysed by GLYATL2, SLC3A2, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 2 routes

• D-serineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of alanine and glycine (cytosol to extracellular)
  3. D-serine(out) + L-alanine(in) = D-serine(in) + L-alanine(out)

  Catalysed by GLYATL2, SLC3A2, SLC7A5, SLC7A10extracellular space, cytosol, inner side of the membrane, outer side of the membraneOne of 10 routes

• fatty acidReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. Myristoyl-CoA hydrolase
  3. (10Z)-heptadecenoic acid formation

  Catalysed by GLYATL2, ACOT7, BAAT, THEM4 and 2 morecytosolOne of 4 routes

• 3-methyl-2-oxovaleric acidReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. transport of glycine and isoleucine (cytosol to extracellular)
  3. L-Leucine:2-oxoglutarate aminotransferase

  Catalysed by GLYATL2, SLC7A5, BCAT1extracellular space, cytosolOne of 2 routes

• 3-(4-hydroxyphenyl)pyruvateReach from here →
  1. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. N-tetradecanoyl-(2S)-hydroxyglycine = tetradecamide + glyoxylate
  3. L-tyrosine + glyoxylate = 3-(4-hydroxyphenyl)pyruvate + glycine

  Catalysed by PAM, AADATOne of 7 routes

• taurocholateReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. solute carrier organic anion transporter (GSH)

  Catalysed by GLYATL2, GSS, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 3 routes

• cholesteryl hexadecanoateReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. fatty-acyl-CoA synthase (N-C16:0CoA)
  3. Acyl-CoA:cholesterol O-acyltransferase

  Catalysed by GLYATL2, SOAT2, SOAT1cytosol, endoplasmic reticulum

• a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. acyl-CoA pool formation and breakdown
  3. Acyl-CoA:1-alkyl-sn-glycero-3-phosphocholine O-acyltransferase

  Catalysed by GLYATL2, LPCAT4, LPCAT3, LPCAT2 and 1 morecytosol

• tert-butanolReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine + glycine + ATP = glutathione + ADP + phosphate + H(+)
  3. tert-butyl hydroperoxide + 2 glutathione = tert-butanol + glutathione disulfide + H2O

  Catalysed by GLYATL2, GSS, CLIC2, GPX1 and 3 more

• a 1,3-diacylglycerolReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. acyl-CoA pool formation and breakdown
  3. a 1-acylglycerol + an acyl-CoA = a 1,3-diacylglycerol + CoA

  Catalysed by GLYATL2, MOGAT2, MOGAT1cytosol

• a 1,2-diacylglycerolReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. acyl-CoA pool formation and breakdown
  3. a 2-acylglycerol + an acyl-CoA = a 1,2-diacylglycerol + CoA

  Catalysed by GLYATL2, MOGAT2, MOGAT3, LPGAT1 and 2 morecytosolOne of 2 routes

• Cu(+)Reach from here →
  1. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. Cu(2+)(out) + L-ascorbate(in) = Cu(+)(out) + monodehydro-L-ascorbate radical(in) + H(+)

  Catalysed by PAM, CYBRD1inner side of the membrane, outer side of the membraneOne of 3 routes

• gamma-Glu-AlaReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. gamma-glutamyltransferase (alanine)

  Catalysed by GLYATL2, GSS, GGT1, GGT5 and 4 morecytosol, extracellular spaceOne of 2 routes

• taurineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. bile acid-CoA:amino acid N-acyltransferase (taurodeoxycholate)

  Catalysed by GLYATL2, BAATperoxisome, cytosolOne of 4 routes

• 3,3',5-triiodo-L-thyronineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and triiodothyronine (cytosol to extracellular)

  Catalysed by GLYATL2, GSS, SLCO1A2, SLCO1B3cytosol, extracellular spaceOne of 2 routes

• a 1,2-diacyl-sn-glycero-3-phospho-L-serineReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. acyl-CoA pool formation and breakdown
  3. a 1-acyl-sn-glycero-3-phospho-L-serine + an acyl-CoA = a 1,2-diacyl-sn-glycero-3-phospho-L-serine + CoA

  Catalysed by GLYATL2, LPCAT4, LPCAT3, MBOAT1cytosol

• (R)-methylmalonyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. aldehyde dehydrogenase (2-methyl-3-oxopropanoate)

  Catalysed by GLYATL2, BAAT, ALDH6A1peroxisome, mitochondrial matrixOne of 2 routes

• (S)-methylmalonyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. (S)-methylmalonyl-CoA hydrolase

  Catalysed by GLYATL2, BAATperoxisome, mitochondrial matrix

• 3'-dephospho-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. acid phosphatase 2, lysosomal (CoA)

  Catalysed by GLYATL2, BAAT, ACP2peroxisome, lysosomeOne of 2 routes

• (2E)-dodecenoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. (2E)-dodecenoyl-CoA formation

  Catalysed by GLYATL2, BAATperoxisome, mitochondrial matrixOne of 8 routes

• 4,8,12-trimethyltridecanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. propanoyl-CoA C-acyltransferase (3-ketopristanoyl-CoA)

  Catalysed by GLYATL2, BAAT, ACAA1, MYO5BperoxisomeOne of 2 routes

• (6Z,9Z,12Z)-octadecatrienoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (gamma-linolenate)

  Catalysed by GLYATL2, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 8 routes

• benzoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. Hippurate (Benzoylglycinate) Formation
  3. benzoyl-CoA + glycine = N-benzoylglycine + CoA + H(+)

  Catalysed by GLYATL2, GLYATmitochondrial matrix

• butanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Butanoate:CoA ligase (AMP-forming)

  Catalysed by GLYATL2, BAAT, ACSM4, ACSM1 and 4 moreperoxisome, cytosolOne of 9 routes

• glutaryl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Production of Glutaryl Carnitine

  Catalysed by GLYATL2, BAAT, CPT1A, CPT1C and 1 moreperoxisome, cytosolOne of 2 routes

• hexadecanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)
  3. hexadecanoyl-CoA + glycine = N-hexadecanoylglycine + CoA + H(+)

  Catalysed by GLYATL2, GLYATL3

• eicosanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (eicosanoate)

  Catalysed by GLYATL2, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 13 routes

• itaconyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. Itaconate:CoA ligase (GDP-forming)

  Catalysed by GLYATL2, BAAT, SUCLG1, SUCLG2 and 1 moreperoxisome, mitochondrial matrixOne of 2 routes

• (9Z,12Z)-octadecadienoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase ((6Z,9Z)-octadecadienoic acid)

  Catalysed by GLYATL2, BAAT, SLC27A2, ACSL4 and 6 moreperoxisome, cytosolOne of 15 routes

• octanoyl-CoAReach from here →
  1. N-tetradecanoylglycine + 2 L-ascorbate + O2 = N-tetradecanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  2. N-octanoylglycine + 2 L-ascorbate + O2 = N-octanoyl-(2S)-hydroxyglycine + 2 monodehydro-L-ascorbate radical + H2O
  3. octanoyl-CoA + glycine = N-octanoylglycine + CoA + H(+)

  Catalysed by PAM, GLYATL2One of 23 routes

• phytanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. phytanate-CoA ligase

  Catalysed by GLYATL2, BAATperoxisome, cytosolOne of 5 routes

• octadecanoyl-CoAReach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. bile acid-CoA: amino acid N-acyltransferase
  3. long-chain-fatty-acid-CoA ligase (stearate)

  Catalysed by GLYATL2, BAAT, SLC27A2, ACSL4 and 5 moreperoxisome, cytosolOne of 17 routes

• prostaglandin E1Reach from here →
  1. tetradecanoyl-CoA + glycine = N-tetradecanoylglycine + CoA + H(+)
  2. gamma-L-glutamyl-L-cysteine:glycine ligase (ADP-forming)
  3. transport of GSH and prostaglandin E1 (cytosol to extracellular)

  Catalysed by GLYATL2, GSS, SLCO2A1cytosol, extracellular spaceOne of 2 routes